Targeted Isolation of Anti-inflammatory Lignans from Justicia aequilabris by Molecular Networking Approach

Abstract

Herein, the isolation of secondary metabolites from the aerial parts of Justicia aequilabris guided by HPLC-MS n and molecular networking analyses is reported. Twenty-two known compounds were dereplicated. Three new lignans (aequilabrines A− C (1−3)) and three known compounds (lariciresinol-4′-O-β-glucose (4), roseoside (5), and allantoin (6)) were obtained. The antiinflammatory activity of compounds 1−3 was evaluated in vitro by inhibiting the nitric oxide production (NO) and proinflammatory activity on the cytokine IL-1β. Compounds 2 and 3 showed significant inhibitory activity against NO production, with IC 50 values of 9.1 and 7.3 μM, respectively. The maximum inhibition of IL-1β production was 23.5% (1), 27.3% (2), and 32.5% (3).

A Study on Justicia flava (Forssk.) Vahl.: Pharmacognostic Characterization and Antiplasmodial and Anti-Inflammatory Properties of the Leaves

“…In a previous study, extracts from J. fava leaves inhibited 5-lipooxygenase (5-LOX), the enzyme responsible for the production of leukotrienes from arachidonic acid [24]. Lignans, coumarins, favonoids, phytosterols, glycosides, and triterpenoids previously isolated from several Justicia species have shown promising anti-infammatory activity in both in vitro and in vivo models [7,[39][40][41][42]. Some mechanisms of action suggested for the anti-infammatory efect of Justicia species include the downregulation of COX-2 and intracellular nitric oxide (iNOS) through the suppression of the NF-κB signalling pathway [43], inhibition of the synthesis, or action of tumor necrosis factor-alpha (TNF-α) and cytokine interleukin-1β (IL-β) [44,45].…”

Chemodiversity and Anti-Leukemia Effect of Metabolites from Penicillium setosum CMLD 18

“…Although recently [ 8 , 21 ], integrated approaches to molecular dereplication have become powerful and efficient strategies for discovering bioactive metabolites [ 22 , 23 , 24 , 25 , 26 , 27 ]. In addition, such tools promote the expansion of fungal and plant chemodiversity.…”

Machine learning-assisted structure annotation of natural products based on MS and NMR data

“…Cosine-based scoring is the most commonly used spectral similarity measurement, which serves as the core algorithm in the extensively employed molecular networking approach. 36–39 Cosine similarity evaluation is highly sensitive to molecular structural changes, which means that even slight structural differences between two molecules may result in a low cosine similarity score. However, in many NPs structure elucidation cases based on MS/MS matching, the primary focus is often not on the overall similarity between two MS/MS spectra, but rather on the structural similarity between fragmented compounds.…”